Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Curable compositions comprising acetoacetylated resins, aldehydes and certain amines

a technology of acetoacetylated resins and curing compositions, applied in the field of polymer compositions, to achieve the effect of reducing defects and good adhesion

Active Publication Date: 2020-06-11
EASTMAN CHEM CO
View PDF0 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patent is about a new type of curable composition that has several beneficial properties. It is isocyanate-free and can be cured at low temperatures. It can stick to a variety of surfaces and has no harmful chemicals or odors. It can also be used on moisture-impermeable surfaces and has good strength and flexibility. Additionally, this composition has a long "pot life" which means it can be stored for a long time before being used. The patent also describes the use of certain components to reduce viscosity and solvent content. Overall, this patent provides a recipe for a versatile and effective curable composition.

Problems solved by technology

However, there have been increasing concerns associated with the production and the use of isocyanate compounds and formulations based on isocyanates.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Curable compositions comprising acetoacetylated resins, aldehydes and certain amines
  • Curable compositions comprising acetoacetylated resins, aldehydes and certain amines

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of Acetoacetate Functional Polyester 1 (AcAc Resin or Polyester 1)

Hydroxyl Functional Polyester 1:

[0530]A 2-L kettle with a four-neck lid was equipped with a mechanical stirrer, a thermocouple, a heated partial condenser (115° C.). a Dean-Stark trap, and a chilled condenser (15° C.). To the flask were charged neopentyl glycol (NPG) (255.9g), 2-methyl-1,3-propanediol (MPD) (221Ag), trimethylolpropane (TMP) (48.84g), isophthalic acid (IPA) (348.9g), adipic acid (AD) (306.9g), and the acid catalyst, Fascat-4100 (Arkema Inc.) (1.31g). The reaction was reacted under nitrogen at 170° C. for one hour, at 190° C. for one hour, and at 220° C. for about 3 hours to yield a clear, viscous mixture. A total of 148.8g of the distillate was collected in the Dean-Stark trap. The resulting mixture was cooled to room temperature and subsequently collected (1005g). Acid number: <1.0 mg KOH / g; hydroxyl number: 102.4 mg KOH / g; glass transition temperature (Tg): −25.1° C.; number average molecul...

example 10

Synthesis of Acetoacetate Functional Polyester 10 using Diketene (AcAc Resin or Polyester 10)

Hydroxyl Functional Polyester 10:

[0533]A 500 mL three-neck round-bottom flask was equipped with a mechanical stirrer, a thermocouple, a heated partial condenser (100° C.), a Dean-Stark trap, and a water condenser. Adipic acid (109.61 g), isophthalic acid (41.54 g), 2,2-dimethylpropane-1,3-diol (59.71 g), 2-methylpropane-1,3-diol (51.61 g), trimethylolpropane (27.24 g), and Fascat 4100 catalyst (0.29 g) were charged into the flask, which was then purged with nitrogen. The flask was heated under slow nitrogen sweep at 170° C. for 1 hour, 190° C. for 1 hour, 200° C. for 2.5 hour, 210° C. for about 0.75 hour to complete the reaction. The product was poured into a glass jar while it was still hot. The number average molecular weight Mn was 2000, and the weight average molecular weight Mw was 5000. The glass transition temperature Tg was -41 CC. The hydroxyl value was 141 mg KOH / g, and the acid va...

example 11

Synthesis of Triacetoacetate Adduct of Trimethylolpropane (TMP TriAcAc)

[0535]A 500 mL three-neck round-bottom flask was equipped with a mechanical stirrer, a thermocouple, a heated partial condenser (105° C.). a Dean-Stark trap, and a water condenser. To the flask were charged trimethylolpropane (50.0 g), t-butyl acetoacetate (167.8 g), and the catalyst, Fascat 4100 (022 g). The mixture was heated and allowed to react at 120° C. for 20 minutes and then at 140° C. for two hours. A total of 103 mL of the condensate (t-butanol) was collected in the Dean-Stark adapter. The resulting mixture was cooled and the liquid product (TMP TriAcAc) collected.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Tgaaaaaaaaaa
temperaturesaaaaaaaaaa
temperaturesaaaaaaaaaa
Login to View More

Abstract

This invention relates to a curable composition comprising: comprising:I. a first component comprising a resin having at least one functional group selected from the group consisting of β-ketoester and malonate functional groups,II. a second component comprising at least one curing agent having at least one aldehyde functional group, andIII. a third component comprising at least one primary amine or at least one secondary amine, salts thereof, or combinations thereof.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application claims the benefit of U. S. Provisional Application Nos. 62 / 777,876, 62 / 777,865, 62 / 777,871, 62 / 777,880 all filed Dec. 11, 2018; 62 / 900,939 filed Sep. 16, 2019; and 62 / 916503 tiled Oct. 17, 2019 under 35 U. S. C. § 119(e)(1); the entire contents of the provisional applications are hereby incorporated by reference.FIELD OF THE INVENTION[0002]The present invention relates to polyester compositions having β-ketoester group(s), compounds having aldehyde functionality, and primary amines or secondary amines or their salts and / or mixtures of such amines, having improved properties.BACKGROUND OF THE INVENTION[0003]Reactive compositions based on isocyanate crosslinkers are widely used for coating and adhesive applications. Such systems are curable at room temperature or low temperatures (e.g. <100° C.) and are capable of providing the desirable properties for a variety of applications. However, there have been increasing conce...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(United States)
IPC IPC(8): C08L67/03C09J167/03
CPCC08K5/0066C08L67/03C08K5/005C08K5/0016C08K5/0025C09J167/03C08K5/07C08K5/18C08G63/005C08G63/12C08G63/914C09D167/00C08K5/3462C08K3/013C09J167/02C09J171/00C08G63/87C08G63/916C09D167/02C09D7/20C08G12/00C09D161/20C09J5/00C09J161/20C09J2461/00C09D7/65C09J11/08C08J3/24C08J2367/02C09J2467/00C08J7/043C08J5/18C08J2323/06C08J2323/12C09D175/08
Inventor DOUGHERTY, SHAWN MARIECARVAGNO, TERRI ROXANNEBOGGS, MONIKA KARIN WIEDMANNCOLLINS, NICK ALLENSHARPE, ROBERT JACKSFENG, KEKUO, THAUMINGDENG, LIUBURK, CHRISTOPHER HARLANBHONDE, VASUDEV R.
Owner EASTMAN CHEM CO
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com